Photo by Ragini Srinivasan

Holiday Homes in Portola Valley

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Featured Holiday Homes in Portola Valley

Marbella Lane Triplex San Jose

3.5 star property
7.4 out of 10, Good, (42)
"This home isn’t only beautiful. But super cozy. The stay was excellent. The check in was a very fast process. This is our second time renting from this company different locations and both are amazing. Highly recommend "
Marbella Lane Triplex San Jose

4-bedroom house with WiFi in North San Jose, fully furnished.

10.0 out of 10, Exceptional, (2)
"Kim was very helpful and ver easy to communicate with, she answers text messages pretty quick and the place itself was very pretty. There a lot of amenities in this place that was very useful in our stay."
4-bedroom house with WiFi in North San Jose, fully furnished.

New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

9.8 out of 10, Exceptional, (131)
"Though we ultimately enjoyed the stay, there were a few disappointments. No gym just exercise equipment in a corner. No lounge chairs or heater outside as pictured. No bar stools as pictured and the stairs leading down to the beach pictured were never found. Though I am a pet lover, I did not like the scent of pet when entering the front door. There was "a little something" in the master bathroom toilet that left a ring and because of the handle on the bathroom door there had to be assistance...
New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

Downtown SJ The Hensley House

8.6 out of 10, Excellent, (24)
"We were in town for a volleyball tournament and needed room to sleep for myself and 2 teens. It was great to have 3 separate sleeping areas and a kitchen to cook quick breakfasts and dinners. The only issue we had was with the heater, I couldn't figure out how to easily adjust it so at 4am each morning the temps got unbearably warm. I never had the time nor occasion to address it with the owners but if I had, I'm sure they would have addressed it quickly."
The price is AU$355
includes taxes & fees
28 Feb - 1 Mar
Downtown SJ The Hensley House

Modern 2Bed/1Bath bungalow style suite in Willow Glen

9.8 out of 10, Exceptional, (23)
"The property was excellent. Comfort and cleanliness 5 *. I hope to stay there again. "
Modern 2Bed/1Bath bungalow style suite in Willow Glen

Newly remodeled spacious 2bed/2bath with backyard in Willow Glen

9.6 out of 10, Exceptional, (21)
"Great place to come back to after seeing many of the sights of San Francisco and the Bay Area while visiting family! Spacious, well equiped, clean, and very quiet."
Newly remodeled spacious 2bed/2bath with backyard in Willow Glen

Seaside Home: Modern Retreat with Breathtaking Views and Beachside Charm

10.0 out of 10, Exceptional, (8)
"This house was so clean, kitchen had everything, beds very comfortable, absolutely nothing to complain about. Two short blocks to the beach. Highly recommend. We have stayed at many, many rental apartments and houses in the states and Europe, and we cannot remember one being this nice. "
The price is AU$903
includes taxes & fees
28 Feb - 1 Mar
Seaside Home: Modern Retreat with Breathtaking Views and Beachside Charm

Marbella Lane Duplex Redwood City

3.5 star property
7.0 out of 10, Good, (14)
"for sate y quiet property and area.We were very happy."
Marbella Lane Duplex Redwood City

SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

9.4 out of 10, Exceptional, (58)
"My husband and I absolutely adored the master suite, the decor the house everything was magical. Quick walk or bike ride to everything you would need a hostess was quick with communication.We will definitely be back!"
The price is AU$322
includes taxes & fees
6 Mar - 7 Mar
SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

W. Menlo Luxurious executive mansion over 4000sqft

9.8 out of 10, Exceptional, (11)
"This place is warm and clean "
The price is AU$1,107
includes taxes & fees
28 Feb - 1 Mar
W. Menlo Luxurious executive mansion over 4000sqft

Precious & Charming Home in the Heart of San Jose

7.8 out of 10, Good, (19)
"Excellent location to the Cal Train. It met our family’s needs."
Precious & Charming Home in the Heart of San Jose

New4BR! Spacious house Mins to Meta, San Mateo

2.0 star property
8.8 out of 10, Excellent, (3)
"Excellent "
New4BR! Spacious house Mins to Meta, San Mateo

MODERN 7BED 4BR 2BA HOME IN DOWNTOWN SAN JOSE

8.0 out of 10, Very good, (1)
"Surprisingly quiet neighborhood, easy access, nice space and modern accommodation."
MODERN 7BED 4BR 2BA HOME IN DOWNTOWN SAN JOSE

Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More

9.2 out of 10, Wonderful, (28)
"Beautiful views and great location. Walked to the beach and more gorgeous views, weather was perfect for us. Cooked both meals at home and lunches out to meet friends.Only one issue, one of the downstairs' bedroom door doesn’t close to the bathroom because the bed is too big so there was no privacy to use the restroom."
Oceanfront Coastal Home w/ Breathtaking Views – Hiking, Beaches & More

Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

10.0 out of 10, Exceptional, (42)
"The house was everything we expected from the description and the photos. Clean and comfortable. Walked down to a lovely beach and watched the surfers. We would rent again. "
The price is AU$934
includes taxes & fees
2 Mar - 3 Mar
Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

Elegant Private Bedroom & Shared Bath fast wifi & free parking Near Levi's

10.0 out of 10, Exceptional, (2)
"it is nice to be here"
The price is AU$173
includes taxes & fees
22 Mar - 23 Mar
Elegant Private Bedroom & Shared Bath fast wifi & free parking Near Levi's

Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet

9.8 out of 10, Exceptional, (84)
"This was an incredible property, everything i could have wanted and more - if im lucky enough to return to the area i will stay here again in a heartbeat "
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet

Marbella Lane Duplex San Jose

4.0 star property
8.0 out of 10, Very good, (13)
"This place is can only sleep for 6 people (2 queens, 2 twins = 6 people). Both of the couches are terrible for someone to sleep on. Need to replace them if you want to advertising for more tben 6 prople. Otherwise, the placeis nice and clean. Thanks"
Marbella Lane Duplex San Jose

Oceanfront Home Retreat w/ Breathtaking Views of Fitzgerald Marine Reserve

10.0 out of 10, Exceptional, (28)
"I live in the Bay Area and booked this stay for a quick getaway with friends to celebrate my 50th birthday. It was perfect! It is clean and has a great location, amazing views, and tons of space. The beds were very comfortable there is plenty of room for 7 adults. I would highly recommend it. All my friends wanted the info to book their own getaways. Thank you so much for a wonderful stay. "
Oceanfront Home Retreat w/ Breathtaking Views of Fitzgerald Marine Reserve

Stunning ocean views close to beach and SF

9.8 out of 10, Exceptional, (16)
"Perfect house for visiting with our family and friends. Gorgeous location/view, great yard, good kitchen and comfy furniture. Nicole and Samantha were warm and welcoming, and went above and beyond to make our stay special. The few issues were handled quickly and easily, which is so important. We’ll be back!"
Stunning ocean views close to beach and SF
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Portola Valley

Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto

9.8 out of 10, Exceptional, (49)
"We had a fantastic stay. The rental, the property, the amenities and the location are all fantastic. This is a perfect space for a family, with everything you need (cooking supplies, etc.) plus lot's of bonuses (beautiful hiking trails steps from the driveway, fun activities on property, and tons of kids' games and books in the unit). This is in a beautiful part of the Bay Area and feels secluded, but is close to everything. Also Bill was lovely and responsive. Thank you for a great week!"
Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto

Global Luxury Suites at Mountain View

4.0 star property
8.2 out of 10, Very good, (178)
"Garbage disposal did not work.subtle rumbling all day and night- off and in. Not sure if it was trucks outside, the elevator or garbage shire. Not noticeable with tv on, but noticeable at night. Electronic locks were confusing. "
Global Luxury Suites at Mountain View

Kasa University-Airport Santa Clara

4.0 star property
9.0 out of 10, Wonderful, (36)
"Everything was amazing!! We will definitely come back!!"
The price is AU$341
includes taxes & fees
30 Mar - 31 Mar
Kasa University-Airport Santa Clara
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.